31
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14
runs
Jogging around Hillside offers a variety of routes that explore the region's diverse landscape. The area features scenic lake loops, converted rail trails, and riverfront paths, providing varied terrain for runners. With generally gentle elevation changes, many routes are suitable for different fitness levels.
Last updated: June 24, 2026
4
runners
5.26km
00:38
40m
40m
The Onteora Lake Loop Trail offers a refreshing jogging experience through the scenic Bluestone Wild Forest. You will enjoy picturesque views of the serene Onteora Lake as the path winds…
4
runners
20.1km
02:27
180m
180m
Prepare for a challenging jogging experience on the Wallkill Valley Rail Trail, a difficult route stretching 12.5 miles (20.1 km). You will gain 578 feet (176 metres) in elevation, taking…

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1
runners
8.89km
00:59
60m
60m
Jog the Kingston Point Rail Trail, a 5.5-mile paved route with moderate difficulty, offering scenic Hudson River views and historical railro
1
runners
10.5km
01:06
110m
110m
The River Road, Lighthouse Park, & Esopus Meadows Preserve loop offers a delightful jogging experience along the Hudson River, blending tranquil forests with open shoreline views. You'll pass through the…
4
runners
15.1km
01:36
140m
140m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Trail hike around a lake. Be sure you have GPS with you could get lost. Trail not marked except by foot path.
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The Esopus Meadows Preserve is home to Hudson River access, picnic tables, and wetland trails. The preserve shares a boundary with Lighthouse Park, and the two offer a bunch of different great views and overlooks.
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The Esopus Meadows Preserve is home to Hudson River access, picnic tables, and wetland trails. The preserve shares a boundary with Lighthouse Park, and the two offer a bunch of different great views and overlooks.
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Lighthouse Park is located right on the Hudson River. It covers approximately 0.7 acres and has some picnic tables for you to sit and admire the riverside views. From here you can see across to the Esopus Lighthouse, which was built in 1871 and warned ships of areas of shallow water. The neighboring Esopus Meadows Preserve can be accessed via a connecting trail.
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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.
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The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.
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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.
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The Kingston Point Rail Trail is a disjointed trail that is currently split into two sections. You can connect the northern part of the trail with the miles next to Kingston Point Park by jogging a short section on East Strand Street. The trail is mostly crushed gravel and offers great views of the Hudson River.
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Hillside offers a diverse selection of over 15 running routes, catering to various preferences and fitness levels. These include scenic lake loops, converted rail trails, and riverfront paths.
Yes, Hillside features a couple of easy running routes. These paths generally have gentle elevation changes, making them ideal for beginners or those looking for a relaxed jog. While specific easy routes aren't detailed here, the region's rail trails often provide a relatively flat and consistent surface.
For those seeking longer distances, Hillside offers challenging routes like the Wallkill Valley Rail Trail. This trail follows a historic railway line, providing a relatively flat and consistent surface over 12.5 miles (20.1 km), perfect for extended runs.
Yes, you can find circular running routes in Hillside. An example is the River Road, Lighthouse Park, & Esopus Meadows Preserve loop, which offers a scenic 10.5 km (6.5 miles) experience along the river and through natural preserves.
Many running routes in Hillside offer beautiful scenery. Along the trails, you might encounter highlights such as Onteora Lake, which features in a popular loop trail. Other notable points of interest in the wider area include the Nice old railway bridge with a view and the Hudson River Overlook, offering picturesque vistas.
While specific 'family-friendly' designations aren't always explicit, routes with gentle terrain and well-maintained surfaces, such as the region's rail trails, are generally suitable for families. These often provide a safe and enjoyable environment for all ages to run or walk together.
Many outdoor trails in the Hillside region are dog-friendly, provided your pet is kept on a leash. It's always a good idea to check specific trail regulations or local signage before heading out, but generally, the natural paths and rail trails welcome well-behaved dogs.
While the routes themselves might not have cafes directly on the trail, many trails are located close to Hillside's towns and villages. For example, the Kingston Point Rail Trail is near Kingston, where you can find various cafes and eateries to refuel after your run.
Runners frequently praise Hillside for its diverse and scenic landscape, offering a mix of lake paths, rail trails, and riverfront routes. The variety of terrain and generally gentle elevation changes are often highlighted, providing options for different fitness levels and preferences.
Yes, experienced runners looking for a challenge will find options like the Cove Point loop from Ellerslie. This route covers approximately 15.1 km (9.4 miles) with notable elevation changes, offering a more demanding workout.
Access to running routes via public transport in Hillside can vary. Some trailheads, especially those closer to urban centers like the Kingston Point Rail Trail, may be reachable by local bus services. It's advisable to check local public transport schedules and routes for specific trail access points.
While popular routes like the Onteora Lake Loop can see more activity, exploring some of the longer rail trails or less-trafficked sections of riverfront paths, particularly during off-peak hours or weekdays, can offer a more solitary running experience. The region has enough variety to find quieter spots.


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